Synthesis, methods of using, and compositions of cycloalkylmethylamines

Abstract

The present invention provides novel cycloalkylmethylamine analogs, and methods of preparing cycloalkylmethylamine analogs. The present invention also provides methods of using cycloalkylmethylamine analogs and compositions of cycloalkylmethylamine analogs. The pharmaceutical compositions of the compounds of the present invention can be advantageously used for treating and/or preventing obesity and obesity related co-morbid indications.

What is claimed is: 
     
       1. A cycloalkylmethylamine derivative of structural Formula (IV): 
       
         
           
           
               
               
           
         
       
       or a pharmaceutically acceptable salt thereof, wherein:
 n is 1; 
 SP is a spacer of alkylene or a direct bond; 
 X is O or NH; 
 R 2  is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, substituted cycloheteroalkyl, heteroaryl, substituted heteroaryl, heteroarylalkyl, or substituted heteroarylalkyl; 
 R 4  is hydrogen, alkyl, or substituted alkyl; 
 R 5  is hydrogen, alkyl, halogen, hydroxyl, or alkoxy; 
 R 6  is hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, arylalkyl, substituted arylalkyl, cycloalkyl, substituted cycloalkyl, cycloheteroalkyl, substituted cycloheteroalkyl, heteroaryl, substituted heteroaryl, heteroarylalkyl, or substituted heteroarylalkyl; and 
 R 7  is hydrogen, alkyl, halogen, hydroxyl, or alkoxy. 
 
     
     
       2. The cycloalkylmethylamine derivative of  claim 1 , wherein SP is alkylene. 
     
     
       3. The cycloalkylmethylamine derivative of  claim 1 , wherein SP is a direct bond. 
     
     
       4. The cycloalkylmethylamine derivative of  claim 2 , wherein X is O. 
     
     
       5. The cycloalkylmethylamine derivative of  claim 3 , wherein X is O. 
     
     
       6. The cycloalkylmethylamine derivative of  claim 2 , wherein X is NH. 
     
     
       7. The cycloalkylmethylamine derivative of  claim 3 , wherein X is NH. 
     
     
       8. The cycloalkylmethylamine derivative of  claim 1 , wherein R 4  is H. 
     
     
       9. The cycloalkylmethylamine derivative of  claim 1 , wherein R 5  is H or alkyl. 
     
     
       10. The cycloalkylmethylamine derivative of  claim 1 , wherein R 5  is alkoxy. 
     
     
       11. The cycloalkylmethylamine derivative of  claim 1 , wherein R 5  is halogen. 
     
     
       12. The cycloalkylmethylamine derivative of  claim 1 , wherein R 6  is alkyl or substituted alkyl. 
     
     
       13. The cycloalkylmethylamine derivative of  claim 1 , wherein R 7  is H or alkyl. 
     
     
       14. The cycloalkylmethylamine derivative of  claim 1 , wherein R 7  is alkoxy or halogen. 
     
     
       15. The cycloalkylmethylamine derivative of  claim 1 , wherein R 2  is ethyl, n-propyl, iso-propyl or n-butyl, s-butyl, or t-butyl. 
     
     
       16. The cycloalkylmethylamine derivative of  claim 1 , wherein said derivative is Compound 67 
       
         
           
           
               
               
           
         
       
     
     
       17. The cycloalkylmethylamine derivative of  claim 1 , wherein said derivative is Compound 58 
       
         
           
           
               
               
           
         
       
     
     
       18. A method of treating obesity, comprising administering to a subject the cycloalkylmethylamine derivative according to  claim 2 . 
     
     
       19. A method of treating obesity, comprising administering to a subject the cycloalkylmethylamine derivative according to  claim 3 . 
     
     
       20. A method of treating depression, comprising administering to a subject the cycloalkylmethylamine derivative according to  claim 1 .